Allylic trifluoroborate salts

Kabalka et al. have investigated the Pd-catalyzed eross-eoupling reaction of MBH acetates and bis(pinacolato)diboron to produee 3-substituted-2-alkoxy-carbonyl allylboronates 371, whieh ean be further transformed into stable allyl trifluoroborate salts 372 by addition of exeess aqueous KHF2. The allylboronate 371 and allyltrifluoroborate derivatives 372 react with aldehydes to afford functionalized homoallyhc alcohols 373 and 374, respectively, stereoselectively in the presence of Lewis acid (Scheme 3.166). ... 

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